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Cheap flights from Santa Rosa to Chicago from $136

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santa Rosa to Chicago departing on 12/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Santa Rosa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$286Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
6:58 am - 11:10 pmSTS-ORD
14h 12m1 stop
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$287Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
8:00 am - 5:04 amSTS-ORD
19h 04m2 stops
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$297Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
8:00 am - 11:59 pmSTS-ORD
13h 59m2 stops
Alaska Airlines Logo
2:59 pm - 10:46 pmORD-STS
9h 47m1 stop
$298Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
7:00 pm - 5:01 amSTS-ORD
8h 01m1 stop
Alaska Airlines Logo
8:59 pm - 2:36 pmORD-STS
19h 37m1 stop
$315Alaska Airlines
Find Deal
Sat, Nov 22 - Tue, Dec 2
Alaska Airlines Logo
6:35 am - 11:32 pmSTS-ORD
14h 57m1 stop
Alaska Airlines Logo
8:59 pm - 2:36 pmORD-STS
19h 37m1 stop
$332Alaska Airlines
Find Deal
Sun, Nov 23 - Tue, Dec 2
Alaska Airlines Logo
8:00 am - 11:59 pmSTS-ORD
13h 59m2 stops
Alaska Airlines Logo
7:45 am - 10:35 pmORD-STS
16h 50m2 stops
$333Alaska Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 10
Alaska Airlines Logo
7:42 pm - 2:37 pmSTS-ORD
16h 55m1 stop
Alaska Airlines Logo
8:58 pm - 11:23 amORD-STS
16h 25m1 stop
$342Alaska Airlines
Find Deal
Tue, Dec 23 - Sun, Jan 4
Alaska Airlines Logo
7:46 pm - 1:54 pmSTS-ORD
16h 08m1 stop
Alaska Airlines Logo
8:59 pm - 2:36 pmORD-STS
19h 37m1 stop
$350Alaska Airlines
Find Deal
Tue, Nov 18 - Tue, Dec 2
Hawaiian Airlines Logo
7:52 pm - 8:02 pmSTS-ORD
22h 10m1 stop
Hawaiian Airlines Logo
8:58 pm - 11:59 pmORD-STS
29h 01m1 stop
$459Hawaiian Airlines
Find Deal
Fri, Dec 19 - Sun, Dec 28

Alaska Airlines flights from Santa Rosa to Chicago

Our best Alaska Airlines deals on Santa Rosa to Chicago flight tickets
Alaska Airlines
Mar 9
STS6:58 amSanta Rosa Sonoma County
14h 12m
1 stop
ORD11:10 pmChicago O'Hare Intl
Mar 10
ORD2:59 pmChicago O'Hare Intl
9h 47m
1 stop
STS10:46 pmSanta Rosa Sonoma County
$286
Find similar
Alaska Airlines
Mar 9
STS6:58 amSanta Rosa Sonoma County
14h 12m
1 stop
ORD11:10 pmChicago O'Hare Intl
Mar 10
ORD2:59 pmChicago O'Hare Intl
9h 47m
1 stop
STS10:46 pmSanta Rosa Sonoma County
$287
Find similar
Alaska Airlines
Mar 9
STS8:00 amSanta Rosa Sonoma County
19h 04m
2 stops
ORD5:04 amChicago O'Hare Intl
Mar 10
ORD2:59 pmChicago O'Hare Intl
9h 47m
1 stop
STS10:46 pmSanta Rosa Sonoma County
$297
Find similar

American Airlines flights from Santa Rosa to Chicago

Our best American Airlines deals on Santa Rosa to Chicago flight tickets
American Airlines
Nov 1
STS12:53 pmSanta Rosa Sonoma County
8h 49m
2 stops
ORD11:42 pmChicago O'Hare Intl
Nov 5
ORD5:18 amChicago O'Hare Intl
8h 49m
1 stop
STS12:07 pmSanta Rosa Sonoma County
$934
Find similar
American Airlines
Nov 1
STS12:53 pmSanta Rosa Sonoma County
8h 49m
2 stops
ORD11:42 pmChicago O'Hare Intl
Nov 4
ORD5:18 amChicago O'Hare Intl
8h 49m
1 stop
STS12:07 pmSanta Rosa Sonoma County
$994
Find similar
American Airlines
Nov 1
STS12:53 pmSanta Rosa Sonoma County
8h 49m
2 stops
ORD11:42 pmChicago O'Hare Intl
Nov 2
ORD5:18 amChicago O'Hare Intl
12h 35m
2 stops
STS3:53 pmSanta Rosa Sonoma County
$999
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Santa Rosa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Santa Rosa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 3/9

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Tue 3/10

2:59 pm-10:46 pm

1 stop9h 47m

$286

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 3/9

6:58 am-11:10 pm

1 stop14h 12m

Chicago O'Hare Intl

Tue 3/10

2:59 pm-10:46 pm

1 stop9h 47m

$287

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 3/9

8:00 am-5:04 am

2 stops19h 04m

Chicago O'Hare Intl

Tue 3/10

2:59 pm-10:46 pm

1 stop9h 47m

$297

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 3/9

8:00 am-11:59 pm

2 stops13h 59m

Chicago O'Hare Intl

Tue 3/10

2:59 pm-10:46 pm

1 stop9h 47m

$298

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sat 11/22

7:00 pm-5:01 am

1 stop8h 01m

Chicago O'Hare Intl

Tue 12/2

8:59 pm-2:36 pm

1 stop19h 37m

$315

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Sun 11/23

6:35 am-11:32 pm

1 stop14h 57m

Chicago O'Hare Intl

Tue 12/2

8:59 pm-2:36 pm

1 stop19h 37m

$332

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Mon 3/9

8:00 am-11:59 pm

2 stops13h 59m

Chicago O'Hare Intl

Tue 3/10

7:45 am-10:35 pm

2 stops16h 50m

$333

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 12/23

7:42 pm-2:37 pm

1 stop16h 55m

Chicago O'Hare Intl

Sun 1/4

8:58 pm-11:23 am

1 stop16h 25m

$342

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Tue 11/18

7:46 pm-1:54 pm

1 stop16h 08m

Chicago O'Hare Intl

Tue 12/2

8:59 pm-2:36 pm

1 stop19h 37m

$350

Santa RosaChicago

STS - ORD

STSORD

Santa Rosa Sonoma County

Fri 12/19

7:52 pm-8:02 pm

1 stop22h 10m

Chicago O'Hare Intl

Sun 12/28

8:58 pm-11:59 pm

1 stop29h 01m

$459

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Santa Rosa to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $405. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Santa Rosa to Chicago for around $507.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Santa Rosa to Chicago during this time can be as low as $411. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $467.

When to book flights from Santa Rosa to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Santa Rosa to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Santa Rosa to Chicago (STS to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santa Rosa to Chicago

Direct flights

None
There are no direct flights from Santa Rosa to Chicago. There are no popular flight routes from Santa Rosa to Chicago.
Search flight deals

  • How far is Santa Rosa Sonoma County to Chicago by plane?

    There are 1853.6 mi between Santa Rosa Sonoma County and Chicago. In terms of flight time, this usually takes a little over 6h 45m.

  • When did momondo last update prices for flights from Santa Rosa Sonoma County Airport to Chicago?

    Prices for flights from Santa Rosa Sonoma County Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Santa Rosa Sonoma County Airport to Chicago?

  • How old do you have to be to fly from Santa Rosa Sonoma County Airport to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Santa Rosa Sonoma County Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Santa Rosa to Chicago?

Best airlines flying from Santa Rosa to Chicago

Compare and see reviews for airlines that fly from Santa Rosa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $292Free CancellationRating
8.0
11,214 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $316Free CancellationRating
7.2
11,030 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Santa Rosa to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Santa Rosa to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Santa Rosa to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Santa Rosa with this policy.

How can momondo help me find flights from Santa Rosa to Chicago?

momondo helps you find the best flight between Santa Rosa and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Santa Rosa to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Santa Rosa to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport